$57 Find Cheap Flights from Caribbean Islands to Washington, D.C.

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Washington, D.C. departing on 11/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$157
Typical prices: $306-$483
Frontier
Wed 12/24Wed 12/31
SJU - IAD • 1 stop
Cheapest non-stop
$163
Typical prices: $348-$507
Frontier
Tue 12/23Fri 1/2
SJU - IAD • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from Caribbean Islands to Washington, D.C.

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Washington, D.C. that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Washington, D.C.

Wed, Dec 24 - Wed, Dec 31
Frontier Logo
7:30 am - 5:47 pmSJU-IAD
11h 17m1 stop
Frontier Logo
6:05 am - 11:54 pmIAD-SJU
16h 49m1 stop
$157Frontier
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Tue, Dec 23 - Fri, Jan 2
Frontier Logo
4:07 pm - 7:20 pmSJU-IAD
4h 13mnonstop
Frontier Logo
8:26 pm - 1:20 amIAD-SJU
3h 54mnonstop
$163Frontier
Find Deal
Thu, Jan 22 - Mon, Jan 26
JetBlue Logo
6:45 pm - 9:46 pmSJU-DCA
4h 01mnonstop
JetBlue Logo
8:00 am - 12:42 pmDCA-SJU
3h 42mnonstop
$176JetBlue
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Tue, Nov 25 - Fri, Dec 5
Spirit Airlines Logo
11:54 am - 2:56 pmSJU-BWI
4h 02mnonstop
Spirit Airlines Logo
11:09 am - 3:55 pmBWI-SJU
3h 46mnonstop
$188Spirit Airlines
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Fri, Dec 5 - Mon, Dec 8
Spirit Airlines Logo
4:10 am - 9:35 amSJU-BWI
6h 25m1 stop
Spirit Airlines Logo
11:09 am - 3:55 pmBWI-SJU
3h 46mnonstop
$189Spirit Airlines
Find Deal
Thu, Jan 22 - Mon, Jan 26
JetBlue Logo
6:45 pm - 9:46 pmSJU-DCA
4h 01mnonstop
JetBlue Logo
8:00 am - 12:42 pmDCA-SJU
3h 42mnonstop
$197JetBlue
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Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
11:00 am - 4:59 pmSJU-DCA
6h 59m1 stop
American Airlines Logo
5:59 am - 5:52 pmDCA-SJU
10h 53m1 stop
$215American Airlines
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Wed, Dec 24 - Sun, Dec 28
United Airlines Logo
1:05 pm - 3:48 pmNAS-IAD
2h 43mnonstop
United Airlines Logo
10:33 pm - 3:22 pmIAD-NAS
16h 49m1 stop
$338United Airlines
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Thu, Dec 11 - Sun, Dec 14
United Airlines Logo
5:35 pm - 9:10 pmAUA-IAD
4h 35mnonstop
United Airlines Logo
6:00 am - 3:00 pmIAD-AUA
8h 00m1 stop
$343United Airlines
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Tue, Nov 25 - Tue, Dec 2
American Airlines Logo
1:11 pm - 7:20 pmNAS-IAD
6h 09m1 stop
American Airlines Logo
7:59 am - 1:46 pmIAD-NAS
5h 47m1 stop
$353American Airlines
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Useful Info

Good to know

Low seasonSeptember
Cheapest flight$57
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from San Juan Airport to Baltimore

FAQs for booking flights from Caribbean Islands to Washington, D.C.

  • How does KAYAK find such low prices on flights from Caribbean Islands to Washington, D.C.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Washington, D.C..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Washington, D.C.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington, D.C. from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Washington, D.C.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Washington, D.C. with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Washington, D.C.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Washington, D.C. from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Caribbean Islands to Washington, D.C.

 
Need help choosing which airline to fly with from Caribbean Islands to Washington, D.C.? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8009 reviews
8.1Boarding
7.9Comfort
7.3Food
7.9Entertainment
8.5Crew
Airline reviews

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

10.0 ExcellentDuane, Nov 2025PBI - ATL
Read more Delta reviews

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

the over had ligth did not work'd for the all way

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Great crew, excellent landing, good food. Over all great experience. Thank you!

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Crew was dismissive. Snacks and refills not offered. Poor business class experience. Bed not comfortable compared to Emirates or BA.

Flight was delayed for 5 hours because crew didn’t have enough time to rest - this seems like it could have been avoided with better scheduling. Food was not good.

IAD with the archaic people movers is just a place to be avoided.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

This is the best united airlines flight that I took. The crew was very friendly and the food was tasty!

It is clear that someone knew, and competent, is in charge of food at United Airlines at least for the international flights. I was flying in coach, but the choices of the dinner were excellent. Tasty, and appropriate size. I had the beef, which was a little bit like a shepherds pie, and it was good. Nothing comparable has been served on a United flight in years. It will not be confused with three star food, but it is very good for airline food. Even better was the breakfast choice between a cinnamon roll and a breakfast sandwich. I chose the breakfast sandwich which was absolutely delicious and which I would happily order again at my local Starbucks or Panera. It is clear that someone knew indifferent is in charge of the food and it’s about time.

Had one staff that was not pleasant. Seems they are stressed with too many people to care for.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

Initial flight was cancelled at the time of arrival to the airport, flight alternative requires switching from direct to flight with a layover, and the plane felt like it would split apart, it was so rattle-y.

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

It was better than expected. But there were two delays in taking off.

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Flight was delayed. (To be excepted because of TSA shortage) I’m super short and still struggled with leg room, there was no screen, and the seat didn’t recline at all.

The pilot would speak it was painfully load a d the crew had to know this! Maybe the were hesitant to tell him. It was just a mediocre experience and I was in Spirit first class!

My flight was cancelled last minute and I had to pay $1600 for flights, when my original flights were $300. It was a terrible experience.

Boarding was easy. I loved that they sat our family together even though we didn't pay for specific seats. I thought $5+ was a lot for pretzels and wish they had a small free snack.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

Traveling to a place near Washington, D.C.?

Book flights to Washington, D.C. if you plan to visit one of these locations
Linthicum Heights
Springfield
Hanover
Gaithersburg
Towson
Oxon Hill
Owings Mills
Glen Burnie
Ellicott City
Greenbelt
Colonial Beach
Edgewood
Pikesville
Hunt Valley
Lutherville Timonium
Stevensville
Hyattsville
Camp Springs
Capitol Heights
Westminster

Everything you need to know for your flight to Washington, D.C.

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Washington, D.C.. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.